The Ring

By Tony Hardy

Published on Apr 16, 2015

Transgender

The Ring VIII

It's now been 6 months since i started working in the tattoo shop. Wow where's the time gone. i still go & see Jan every week for my laser hair removal. My chin is now super smooth, I hated shaving my face. I'm now only having my pubes done every 3 weeks or so. Jan told me that a couple more sessions will do it for my pubes. I've now only got a very small strip above my cock which looks like I've have a Brazilian permanently. It's my chest & belly is the main focus of the hair removal now. Jan & i have got quiet close over the last couple of months. I was there when Jan had her clit pierced & her first tattoo. Sandi has been working on her pubes as well. Where i have a thin strip she has a small triangle instead. Jan started to ask me about my butt plug in one session. Why did i wear it? Does it really make anal sex easier? Does it turn me on? I explained best i could. I asked her why so interested? She told me that her boyfriend wants to fuck her up the ass. I said the best thing to do is to wear a butt plug for a couple of days then try a small anal vibrator, then if she likes it try a dildo roughly the same size as her boyfriend. The following week she was walking with a spring her step. Jan couldn't wait to pull up her skirt bend over & show me the disc of her plug, securely buried in her ass. I could clearly see her smooth pussy through the see through mesh of her panties. She court me staring at her pussy. She asked me if i liked what i saw. I went bright red. I said i didn't mean the stair but she looked so sexy. She smiled then got to work on my chest hairs. After about half an hour she told me to turn over so she could do the hairs at the bottom of my back. Once i turned over she got to work. After about ten minutes she put the laser down. I thought we were finished when i felt her gently pushing on my plug. It made me moan. As i turned my head to see what she was doing. I noticed she'd shed her skirt on the floor & was walking to the front of the table where my head was. She then slipped her thumbs each side of her waist band of her lovely panties & slowly inched them down her legs. Inch by inch to make sure i had a very good view of her smooth pussy. She said 'I thought you'd like a better view'. All i could say was how beautiful she looked. Then she said something that took my breath away. "Are you going to reward me for all my hard work over the last couple of months". She then pushed her pussy closer to my face. I could see her sexy little clit ring nestled in the folds of her beautifully smooth pussy. I've waited for this moment since the first time i saw her. I didn't need a second invitation to bury my tongue deep in to her. The moment my tongue worked on her clit, she let out a little moan, within moments i could feel her legs buckle. She climbed on the table & gestured that i change position so she could sit on my face. My cock was staining in my thong. She started to grind into my face where i could feel the base of the butt plug bumping my chin. I started to put pressure on her plug with my free hand. That push's her over the edge, to a shuddering orgasm. Once she comes to her senses, she starts to rub my cock through my thong till I'm rock hard.

Breathlessly she asked me to take her up the ass. Please take my ass cherry Jan begged. She then raised her ass in the air, so she could remove her plug. Then she pulled my thong to one side to free my aching cock. She placed my cock against her ass & then slowly mounted me. Inch by inch she slid down my cock till she fully mounted. Once she became accustomed to the cock buried deep in her ass. She slowly started to fuck me. Building up her pace till she was riding my cock like she always had anal sex. I knew i couldn't last much longer. She felt my cock twitch as i came in her ass, which spurred on more. She didn't cum; I don't think many girls cum the first time they get fucked in the ass. She couldn't believe how my pierced cock really felt, so different to her boyfriend. She asked me if I'd fuck her pussy next session so she could see how different it felt from her boyfriend. I said i was up for it if she was & we both laughed. As she was pulling her knickers, i shocked her by pulling a tampon out of my bag. For her to stick up her ass, I told her that her butt plug wasn't that good for stopping leeks. She asked me if i get fucked up the ass often. I told that I'm really still a virgin with a real cock but I've been fucked by plenty of dildos now. Nikki likes being fucked up the ass, that's how i know a tampon is good for leeks. Jan told me that she's wanted to fuck me for ages. There was something very sexy about a man in woman's underwear & that i should think about transitioning, I make a much better woman than a man. She said that when I'm dressed as a man I'm a lot more up tight than at the weekend when dressed en-fem. I seem more at peace with myself in a skirt. This was a bit of a shock. I'd never really thought about how i was living 2 lives. I was a little more stressed in the week, trying to pass as a man. It was really getting to me.

After Jan had got dressed, i asked her if she liked her first ass fucking. She said it wasn't as bad as she thought it would be & the it was good advice about using the butt plug first then moving on to a slim dildo. It hurt a little at first but then it felt great. Her boyfriend was going to get a shock this weekend. He'll have to wear my plug if he wants for fuck me up the ass. He won't know what hit him. I think I'll even try & get a pair of panties on him. I smiled & told her he'll be a lucky guy as we both laughed.

The following week in my session with Jan, we ended up fucking on the floor doggy style. Within 2 weeks i saw her & her boyfriend Jerry in the piercing suite. She had him get a prince albert just like me. The gauge of the ring wasn't as heavy as mine but it was still a good sized ring all the same. He had a bigger cock than mine in length but not as thick. Linda told them that they couldn't have penetrating sex for six weeks. Jan looked straight at me as Linda said it with a slight grin on her face. Jan made us all laugh by staying she couldn't wait to have six weeks of jerry going down on her, Jerry just looked embarrassed.

The next week Jan txt me to ask if I'd fuck her up the ass again. I said I'd love to but only if she'd go down on Nikki as I fuck her. It really gets me turned on watching two women go down on each other. Jan said that she'd never been with a girl before & she wasn't shore. A couple of hours she txt back & said yes she'd be up for it, but only if she could use Nikki's strap on to fuck me up the ass. I showed Nikki the txt & said that we've unleashed a monster in Jan. Nikki didn't mind who licked her, just as long as she had an orgasm. This weeks hair removal session was really wild, Jan really enjoyed fucking me with Nikk's strap on. Jan was very surprised how her first same sex encounter was so enjoyable. I over heard them talking about how it would become a regular part their sessions.Over the next couple of weeks Nikki & i's sex life was getting into a more normal groove. Even though I'm dressed as a female (with make up) our love making has been very hetro. She really likes doggy or deep stick at the moment. We haven't used a strap on since Jan fucked me. She only used a dildo on me once in this time. I still go down on her every couple of days but its more as foreplay than giving her multiple orgasms. As our sex life is becoming more normal, Nikki seems to like me more feminine than ever. We both took a couple of days off our day jobs on a Monday & Tuesday. Nikki wanted to go shopping, as I came in to the bedroom from having a shower she throw me a new pair of stocking to wear. So with out a word she told me to be en fem, I took off my satin robe & pulled out a black silky thong from the draw. Then in to the toy draw to find the tube of lube for my favourite butt plug. As I popped it in to place Nikki came over dressed just in a thong & bra, 'You look so sexy when you do that' she said. As she stroked the front of my thong. I got hard immediately, she pulled the thong to one side, dropped on to her knees & sucked my cock. She really like suck my cock recently, I love the feel of her tongue piercing on the base of my cock as it slides in & out of her mouth. It doesn't take lone before I cum, Nikki swallow's it all & looks up with a smile. She pulled the thong back across & re-adjusts my cock. She then turns & said 'hurry up & put your face on so we can go shopping'. I've started to wear suspender belts with 6 or 8 straps just recently under Nikki's instruction. Then a matching bra with falsies', Pencil skirt & blouse. I've still got my nails done from the weekend & my face only takes about 15-20 minutes nowadays. My hair is now at the point where I could getaway with it looking messy, in that punk / pixie look. I decide to put on my shoulder length wig & 3" sexy heels. Nikki was wearing a cream dress with neutral stockings & a very sexy belt (I'll have to borrow that). Killer 5" heels & slightly heavy make up for day time but sexy, very sexy all the same. We air kissed as we both picked up our hand bags. I told her I fuck her against the hallway wall if I was dressed as a man. It would take to long to repair our make up & outfits, we never get out of the house. We both laughed as we walked to the bus stop. 5 hours later were in a Italian restaurant sipping white wine spritzers, with loads of bags at our feet. I couldn't remember having such a great day with Nikki for ages. Even thought most of the new clothes are mine, She picked up some new sexy underwear & the odd item of clothing. Just about all the shopping bags were for me, lots of new underwear. skirts & tops & 3 pairs of heels, plus a pair of boots as well which we couldn't resist. As we got in the back of the cab she turned & kissed me. She'd take me up on the offer of being fucked up against the wall of the hallway, when we get in. As we kissed again, I slid my hand up between her legs. She was sopping wet & her thong was drenched. We paid the cabby & rushed into the house. We dropped the bags on the floor & she was all over me. She pushed me against the wall & started to kiss me furiously. With one hand on the back of my neck & the other reaching under my skirt to grasp my thong. Within seconds, my thongs on the floor round my ankles & she's hitching my skirt up around my waist. We swap places as we still keep kissing each other furiously, Its my turn to pull her dress up & over her head. To be discarded on the floor & place my hand on to her thong. Nikki parts her legs so I can remove her thong but I just push it to one side & gentle insert a finger into her sopping pussy. With my thumb I caress her clit ring, I insert another finger & she's moaning between the kiss's. Before she has time to re-adjust her position, I remove my fingers & push my cock straight into her pussy. I pin her to the wall as I increase the pace. She wraps her legs around my waist with her heels in the air, I feel she's getting close to her orgasm. As she cums I explode in her & we both collapse on the floor.

She kiss's me then walks shakily on her 5" heels off to the bathroom to clean herself up, I take all the bags upstairs & repair my make up & grab a new pair of knickers. I take off my blouse & put on my satin robe which I was wearing this morning.Were both are sitting on the sofa in the lounge watching TV, dressed the same with our underwear under our robes, We even have matching toe nails, both have a deep purple nail polish. As she rubs my legs she starts to tell me what a great day she's had & thanked me for a great fuck in the hallway. She'd been wet most of the day, she could take her eyes off my ass when were shopping. Then she said 'did I know how sexy I looked & how much she was turned her on. How wet it made her watching me shopping. When we was shoe shopping, she watched the other women admiring my legs when having your heels fitted & most of all, I know that under all that feminine clothing there was a beautiful sexy cock'. The last sentence made me laugh. I've always know that she finds me a lot more sexy as a women that dress as a man. Then I asked her the 6 million dollar question. Would you prefer if I lived full time as a women? Nikki kissed me on the lips then said 'Yes'. She knew that I was finding it hard to go from a man, Monday to Friday. Then make the easy change on a Friday night to a sexy female but Monday mornings where getting a lot hard to get back to being a man again. Then add to the fact I've now had my beard removed, so I cant even grow stubble in the week to butch up a bit. She threw in a curved ball by asking 'male or female I would like you to have big pert nipples & large areola's like mine'. I said that 'she was female & was DNA programed to have big pert nipples for breast feeding & male's didn't breastfeed. So don't need big nipples'. I didn't want to take female hormones to develop breasts. Nikki then said that she'd looked into it & I didn't need to take female hormones to get bigger nipples or not the hormones I was thinking of. There is a cream developed for women's nipples after breastfeeding. It is packed with female hormones but because its a cream not a pill or a shot. it only works on the area of treatment. Where a pill or shot would go into the bloodstream & the hormones would be absorbed in the whole body. The cream is only rubbed in to the nipple area, so the only the nipples get the hormones. So it wont affect you body in any other way. So unlike if you were on full hormones your cock will keep its size & not diminish in any way. It would mean you'd have to remove your nipple rings until your nipples have grown. We can re-pierce them again. Just think how sensitive they'd be, You'll love it. You love how sensitive your nipples are now, you can multiple it by ten. I promise you. Just like when I fucked you deep stick with my strap on, you didn't cum like a man then. Once your nipples have grown I bet, I can get you to orgasm without even touch you dick. Just like you can get me to orgasm sometimes without touching my clit. So please trust me just like you did when you told me you like to cross-dress in tights. Look how sexy you are now & how much fun we have. I said I'd have to think about it as its a big step to take. Changing my body forever.

After that, the evening was a little tense. She sent me a link to some articles on the net about breast cream. As I lay in bed as Nikki sleeps, I think about everything was said last night. As she said she would prefer me to live as a woman, Which if I could get a job as a woman I would probably prefer myself. I thought back to just after we fucked in the hallway, the first thing I did was to repair my make up. That's the first thing a real woman would do. I had to think the last time I dressed as a man to go out (not to go to work or go somewhere straight from work). Then I worked it out, it has been over 4 months. which was a bit of a shock, Nearly all my friends know me as a woman. I have a couple of friends who don't know I cross-dress. I haven't seen them for ages, so they cant be that good of a friend when I have to really think of the last time you saw them. My girlfriend is deeply in love with me as a woman. I'm happier as a woman, I think I've had more sex in the last 6 months in women's underwear than ever in my entire life. I can just see all the bags of shopping we purchased yesterday in the gloom of the light & what a great day we had. As I mulled it over in my head, I realised that I was already a woman. The way I think of what I'm going to wear tomorrow, with how I will do my make up & which heels I should wear. If I did live as a woman, I would have to wear my breast forms everyday or get tits of my own. I would have to have some female hormones then either way. With having two options open to me, grow my own but probably lost the use of my cock or have a small amount of hormones then get implants. If I was going to live full time as a female I would want my own tits. I cant believe I'm thinking of this. I had so many question running around my head. After another half an hour, I woke up Nikki.

Next: Chapter 7


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